4-bromopyridine-2,6-dicarboxylic acid bis[((R)-2-hydroxy-1-phenylethyl)amide]

Base Information

• Chemical Name: 4-bromopyridine-2,6-dicarboxylic acid bis[((R)-2-hydroxy-1-phenylethyl)amide]
• CAS No.: 618863-42-6
• Molecular Formula: C₂₃H₂₂BrN₃O₄
• Molecular Weight: 484.349

Synonyms:4-bromopyridine-2,6-dicarboxylic acid bis[((R)-2-hydroxy-1-phenylethyl)amide]

Chemical Property of 4-bromopyridine-2,6-dicarboxylic acid bis[((R)-2-hydroxy-1-phenylethyl)amide]

Chemical Property:

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Technology Process of 4-bromopyridine-2,6-dicarboxylic acid bis[((R)-2-hydroxy-1-phenylethyl)amide]

There total 2 articles about 4-bromopyridine-2,6-dicarboxylic acid bis[((R)-2-hydroxy-1-phenylethyl)amide] which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.0%

D-2-phenylglycinol (56613-80-0) + dimethyl 4-bromo-2,6-pyridinedicarboxylate (162102-79-6) → 4-bromopyridine-2,6-dicarboxylic acid bis[((R)-2-hydroxy-1-phenylethyl)amide] (618863-42-6)

Guidance literature:

at 120 ℃; for 16h;

DOI:10.1021/ol0353363

Reference yield:

4-oxo-1,4-dihydro-pyridine-2,6-dicarboxylic acid dimethyl ester (20443-03-2) → 4-bromopyridine-2,6-dicarboxylic acid bis[((R)-2-hydroxy-1-phenylethyl)amide] (618863-42-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / PBr₅ / 3 h / 90 °C

2: 80 percent / 16 h / 120 °C

With phosphorus pentabromide;

DOI:10.1021/ol0353363

Reference yield: 71.0%

4-bromopyridine-2,6-dicarboxylic acid bis[((R)-2-hydroxy-1-phenylethyl)amide] (618863-42-6) → 4-bromo-2,6-bis[(R)-4-phenyloxazolin-2-yl]pyridine (618863-43-7)

Guidance literature:

With triethylamine; p-toluenesulfonyl chloride; In dichloromethane; for 24h; Heating;

DOI:10.1021/ol0353363

upstream raw materials:

D-2-phenylglycinol

dimethyl 4-bromo-2,6-pyridinedicarboxylate

4-oxo-1,4-dihydro-pyridine-2,6-dicarboxylic acid dimethyl ester

Downstream raw materials:

4-bromo-2,6-bis[(R)-4-phenyloxazolin-2-yl]pyridine

4-(4-hydroxy-1-butynyl)-2,6-bis[(R)-4-phenyloxazolin-2-yl]pyridine

4-(5-carboxy-1-pentynyl)-2,6-bis[(R)-4-phenyloxazolin-2-yl]pyridine

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